N,N'-bis-(6-amino-n-hexyl)-1,6-diamino-n-hexane | 15518-45-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-bis-(6-amino-n-hexyl)-1,6-diamino-n-hexane
• 英文别名: 1,20-diamino-7,14-diazaeicosane；trihexylene tetraamine；trihexylene tetramine；N~1~,N~1'~-(Hexane-1,6-diyl)di(hexane-1,6-diamine)；N'-[6-(6-aminohexylamino)hexyl]hexane-1,6-diamine
• CAS: 15518-45-3
• 化学式: C₁₈H₄₂N₄
• 分子量: 314.558
• InChiKey: AXLNDSRCNIVHRU-UHFFFAOYSA-N

物化性质

• 沸点：
  430.7±13.0 °C(Predicted)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  19
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  76.1
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(6-amino-n-hexyl)-1,6-diamino-n-hexane 在 sodium tetrahydroborate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 8.0h， 生成 N-[6-[(4-amino-6,7-dimethoxyquinazolin-2-yl)-methylamino]hexyl]-2-[[6-[6-[6-[[2-[6-[(4-amino-6,7-dimethoxyquinazolin-2-yl)-methylamino]hexyl-methylcarbamoyl]phenyl]methylamino]hexylamino]hexylamino]hexylamino]methyl]-N-methylbenzamide
  参考文献：
  名称：

  Analogues of Prazosin That Bear a Benextramine-Related Polyamine Backbone Exhibit Different Antagonism toward α₁-Adrenoreceptor Subtypes

  摘要：

  Hybrid tetraaamine disulfides 4-9 were synthesized by combining the structural features of prazosin (1), a competitive alpha (1)-adrenoreceptor antagonist, and benextramine (2), an irreversible alpha (1)/alpha (2)-adrenoreceptor antagonist, and their biological profiles at alpha (1)-adrenoreceptor subtypes were assessed by functional experiments in isolated rat vas deferens (alpha (1A)), spleen (alpha (1B)), and aorta (alpha (1D)). To verify the role of the disulfide moiety on the interaction with alpha (1)-adrenorcceptor subtypes, carbon analogues 10-15 were included in this study. All quinazolines lacking the disulfide bridge behaved, like 1, as competitive antagonists, whereas all polyamine disulfides displayed a nonhomogeneous mechanism of inhibition at the three subtypes since they were, like 2, noncompetitive antagonists at the alpha (1A) and alpha (1B) subtypes while being, unlike 2, competitive antagonists at the alpha (1D). In particular, the blocking effects were characterized by a decrease of the maximal response to noradrenaline that was affected only slightly by washings. Probably the alpha (1A) and alpha (1B) subtypes bear in the binding pocket a suitable thiol function that would suffer an interchange reaction with the disulfide moiety of the antagonist and which is missing, or not accessible, in the alpha (1D) subtype. Polyamines 8, 9, and 14, among others, emerged as promising tools for the characterization of al-adrenoreceptors, owing to their receptor subtype selectivity. Finally, the effect of nonbasic substituents on the phenyl ring of prazosin analogues 16-28 on potency and selectivity for the different subtypes can hardly be rationalized.

  DOI：

  10.1021/jm000995w
• 作为产物：
  描述：

  N-苄氧羰基--6-氨基己酸 在 palladium on activated charcoal dimethyl sulfide borane 、 氢气 、 氯甲酸乙酯 、 三乙胺 作用下， 反应 75.5h， 生成 N,N'-bis-(6-amino-n-hexyl)-1,6-diamino-n-hexane
  参考文献：
  名称：

  Differential blockade of muscarinic receptor subtypes by polymethylene tetraamines. Novel class of selective antagonists of cardiac M-2 muscarinic receptors

  摘要：

  Several N,N'-bis[6-[(2-methoxybenzyl)amino]hexyl]-1, omega-alkanediamine tetrahydrochlorides were synthesized and evaluated for their blocking activity on muscarinic receptors in guinea pig atria and rat ileum and bladder. The results were compared with those obtained for the classical nonselective muscarinic antagonist atropine. It was discovered that optimum activity is associated with an eight-carbon chain (compound 4) in guinea pig atria whereas, in both rat ileum and bladder, the 12-carbon analogue 7 had the highest activity. In addition, polymethylene tetraamines 1-6 displayed high selectivity toward guinea pig atria muscarinic receptors. The discriminatory power of 1-6 was not shared by 7. All the tetraamines were shown to be competitive antagonists of muscarinic receptors. N,N'-Bis[6-[(2-methoxybenzyl)amino]hexyl]-1,8-octanediamine was the most potent and selective toward muscarinic receptors in atria, with a pA2 value of 8.13 and a selectivity ratio (atria vs. ileum or bladder) of ca. 270. At a concentration of 10 microM, tetraamine 4 did not affect histamine and 5-hydroxytryptamine receptors of guinea pig ileum or alpha-adrenoreceptors of guinea pig atria whereas it inhibited postsynaptic alpha-adrenoreceptors of rat vas deferens with a -log K value of 5.23 and nicotinic receptors of frog rectus abdominis with an IC50 value of 0.23 microM. It is concluded that 4 is a novel, powerful, and selective tool in the characterization of muscarinic receptor subtypes.

  DOI：

  10.1021/jm00384a034

文献信息

• FUNCTIONALIZED MONOMERS AND POLYMERS
  申请人：DiBiase Stephen Augustine

  公开号：US20120245063A1

  公开（公告）日：2012-09-27

  This invention relates to a composition, comprising: an unsaturated functionalized monomer of from about 5 to about 30 carbon atoms, which is: (a) polymerized to form a functionalized polymer; (b) copolymerized with a comonomer to form a functionalized copolymer; or (c) reacted with an enophilic reagent to form a polyfunctionalized monomer. The polyfunctionalized monomer may be polymerized to form a polyfunctionalized polymer which may be further reacted with one or more additional reagents. The invention relates to lubricants, functional fluids, fuels, dispersants, detergents and polymeric resins.

  这项发明涉及一种组合物，包括：一个由约5至约30个碳原子的不饱和官能化单体组成，该单体：(a)聚合形成官能化聚合物；(b)与共聚单体共聚形成官能化共聚物；或(c)与亲亚烯试剂反应形成多官能单体。多官能单体可以聚合形成多官能聚合物，该聚合物可以进一步与一个或多个额外试剂反应。该发明涉及润滑剂、功能流体、燃料、分散剂、清洁剂和聚合树脂。
• MALIENATED DERIVATIVES
  申请人：DiBiase Stephen A.

  公开号：US20120264664A1

  公开（公告）日：2012-10-18

  This invention relates to malienated derivatives made from maleic anhydride, functionalized monomers, and one or more additional reagents, e.g., an oxygen-containing reagent (e.g., alcohol, polyol), a nitrogen-containing reagent (e.g., amine, polyamine, aminoalcohol), a metal and/or a metal compound. The invention relates to lubricants, functional fluids, fuels, dispersants, detergents and functional compositions (e.g., cleaning solutions, food compositions, etc.)

  本发明涉及由马来酸酐、官能化单体和一个或多个附加试剂制成的马来化衍生物，例如含氧试剂（例如醇，多元醇），含氮试剂（例如胺，多胺，氨基醇），金属和/或金属化合物。本发明涉及润滑剂、功能液体、燃料、分散剂、清洁剂和功能组合物（例如清洁溶液、食品组合物等）。
• FUNCTIONALIZED MONOMERS
  申请人：DiBiase Stephen A.

  公开号：US20120283156A1

  公开（公告）日：2012-11-08

  This invention relates to functionalized monomers which are reacted with an enophilic reagent (e.g., maleic anhydride) to form an enophilic reagent modified functionalized monomer. The enophilic reagent modified functionalized monomer may be further reacted with one or more additional reagents (e.g., oxygen-containing reagents, nitrogen-containing reagents, metals or metal compounds). The invention relates to base oils which may comprise functional base oils. The invention relates to lubricants, functional fluids, fuels, dispersants, detergents and functional compositions (e.g., cleaning solutions, food products, etc.).

  本发明涉及功能化单体，其与亲亚烯试剂（例如马来酸酐）反应，形成亲亚烯试剂修饰的功能化单体。亲亚烯试剂修饰的功能化单体可以进一步与一个或多个其他试剂（例如含氧试剂、含氮试剂、金属或金属化合物）反应。本发明涉及可能包括功能基础油的基础油。本发明涉及润滑剂、功能性流体、燃料、分散剂、清洁剂和功能性组合物（例如清洁溶液、食品产品等）。
• Bleaching composition
  申请人：Kao Corporation

  公开号：EP0303520A2

  公开（公告）日：1989-02-15

  A bleaching composition comprises (a) a peroxide and (b) an orgnanic peracid precursor having at least one group selected from (b-1) and (b-2) and further comprises at least one detergent component.

  一种漂白组合物包括 (a) 过氧化物和 (b) 具有至少一个选自(b-1)和(b-2)的基团的过酸橙酸前体 还包括至少一种洗涤剂成分。
• Aqueous stoving binder
  申请人：Cytec Surface Specialties Austria GmbH

  公开号：EP2319877A1

  公开（公告）日：2011-05-11

  The invention relates to an aqueous stoving binder comprising a mixture AB of an amide-modified epoxy amine adduct A and a capped isocyanate B that has an allophanate as a structural element, and a process of making thereof.

  本发明涉及一种由酰胺改性环氧胺加成物 A 和以异氰酸酯为结构元素的封端异氰酸酯 B 的混合物 AB 组成的水性染色粘合剂及其制造工艺。